Organic mercury compounds as new disinfectants



Patented 24, 1934 UNITED TATE PATENT OFFICE ORGANIC Egg!!! OOMPOgNDB A8 new.

SINFECTANT Frits Schlinhiifer,

Bonrath,

menus, Leverkuaen-on-the-Bhine, Germany assignors to Winthrop Chemical Company, Inc,

and 'Wilhelm New York, N. Y, a corporation of New York No Application March :1, 19:0, Serial.

Germany No. 440,647. In

April 6, 1929 10 Claims. (01. 167-19) This invention relates to new disinfectants consisting of organic mercury compounds, which are highly eiiicacious against plant pests and micro organisms, such as bacteria, moulds and l the like, with the result that they can likewise be employed for all purposes of preserving or disinfecting, for example, the immunizing of grain, or the like, the preservation of wood, the prevention of mildew formation, in the preser- 10 vation of glue andthe like.

The new disinfectants to be incorporated with the material whichis liable to attack bymicro organisms correspond .to the general formula:

in which Ac signifies hydroxyl or salt- 2 forming group including complex saltswith mercury, for example, chlorine, bromine, iodine,

thiocyanogen, ferricyanpgen, the residue of acetic acid. lacticacld. oxalic acid, sulfuric acid and the like, "R" signifies hydrogen. alkyl, aral u kyl or aryi-and several R's may have the same signification-4nd R1 alkyl, aralkyl. aryl or the residue null "50 and it meaning the same as outlined above.

As addition to the above compound an appro- 5 priate diluent, filling, absorption or wetting agent or another substance exerting a fungicidal effeet in either a wet or dry process may beemployed. the compounds in question being thus usually employed in the the form of dispersions 4o m- Testshave shown, thatthe compound Ci-Ha-CHr-CE-OCH.

for example, prevents germination of stone blight 5 spores at a concentration. much below that, which would endanger the seed grain. This effect is of great importance since mercury compounds of'the yw' 50 Ahlil-EmORr 'aretechnicallyveryreadilyandcheaplyacces- 1 slble (compare Berichte der deutschen Chem- 5; iechen Gesellschaft, vol. 46, page 2664 et seq),

According to the specific material to be disinfected the organic mercury compounds are applied in the variest'manner, as can be seen from the examples. The quantities to be added .0: the disinfectants may vary in wide ranges;

on carrying outour new invention every one 1siikilled in the art will find a suitable concentra- The invention is further illustrated by the following examples:-

Example L-An-aqueous solution of the compound CH:-COO-Hg.-CHzCHi-OCHs (melting at 42 0., prepared according to Berichte der deut'schen chemischen Gesellschaft vol. 46, page --286'l) is used for mois'tening seed grain or 70 the latter is dipped in the solution according to the known procedure.

Example 2.l.5 parts by weight of (melting at 92 (7., prepared according to Berlchte der deutschen chemischencGesellschaft vol. .46. page 2869) are thoroughly incorporated with 98.5 parts by weight of talc and dusted on to 50,000 parts by weight 'of infected seed grain,

CF-HZ-CHa-CMCE canbeusedinasimilarmanneras'describedln Example 2.

Example 4.--Untreated rye infected to the extent of 19% by fusarium is dustedin the ratio of 1000 to 2 with an immunizing agent containing 2% of mercury in the form of ethoxyethyl mercury chloride of the formula:

c1--Hg -cm-cn,-o-o=m Only 0.3% of infected rye can be detected.

Example 5.--Untreated oats infected by winged blight to the extent of 14% is dusted in the ratio of 1000 to 4with animmunizing agent containing 2% of mercury in the form of ethoxyethylmer. up

curychloride. Only 0.7% of infected oats can be detected.

Example 6.Barley infected by stripe disease is dusted in a ratio of 1000 to 3 with a mixture of an immunizing agent containing 2% of mercury in the form of ethoxyethylmercurychloride and talcum. No infected barley can be detected. Contrary thereto the untreated seed grain is 23% infected.

Example 7.Wheat infected by smut spores is dusted in the ratio of 1000 to 2 with a mixture containing 2% of mercury in the form of methoxyethylmercurychioride and talcum. No infected wheat can be detected while the untreated wheat is 23.5% infected.

In the same manner this immunizing agent is eflicacious against fusarium, stripe disease of barley and the winged blight of oats.

Example 8.Barley infected by the stripe disease is dusted in the ratio of 1000 to 3 with an immunizing agent containing 2% of mercury in the form of phenoxyethylmercurychloride. Only 1.1% of infected barley can be detected, whfle the untreated barley is 19.5% infected.

Example 9.-Barleyinfected by the stripe disease is dusted with a mixture containing 1.5% of mercury in the form of benzyloxyethylmercurychloride and talcum. Only 0.3% of infected bar-,

ley can be detected. Contrary thereto, the untreated seed grain is 23% infected.

Example 10.'I'he winged blight of oats is completely destroyed .by using 0.125% of a-mixture of 4.5 grams of methoxyethylmercuryoxalate and 95.5 grams of sodium carbonate at a dipping time of 30 minutes. The untreated. oats is 18% infected.

Example 11.On dusting the dry powder, consisting of 2% of mercury in the form of methoxymercuryhydroxide and 98% of talcum in the ratio of 2:1000, upon rye infected by fusari-- um, only 1.2% of infected rye can be detected. The untreated rye is 58% non-infected and 12% infected by fusarium.

We claim:- v

1. The process for protecting organic materials liable to attack by plant pests and microorganisms which comprises treating the said materials with a dispersion essentially comprising a mercury componmd corresponding to the general formula a R sha e-two R,

in which Ac denotes hydroxyl or any radical of an acid capable of forming a salt with mercury, "R signifies hydrogen, alkyl, aralkyl or aryl and R1 alkyl, aralkyl, aryl or the radical 2. The process for protecting organic materials liable to attack by plant pests and microorganisms which comprises treating the said materials with a dispersion essentially comprising a mercury compound corresponding to the general formula in which Ac denotes hydroxyl or any radical of an acid capable of forming a salt with mercury and R1" stands for alkyl, aral kyl, aryl or the radical n M-n -o-e-m a.

in which Ac denotes hydroxyl or any radical of a polybasic, ougen-bearing acid capable of forming a salt with mercury and "Ri stands for alkyi, aralkyl, aryl or the radical Akin-Zi 4. The process for protecting organic materials liable to attack by plant pests and microorganisms which comprises treating the said materials with a dispersion essentially comprising a mercury compound corresponding to the general formula in which Ac" denotes hydroxyl or any radical of an organic, polybasic acid capable of forming a salt with mercury and R4 stands for alkyl, aralkyl, aryl or the radical Armi 5. The process for protecting organic materials liable to attack by plant pests and microorganisms which comprises treating the said materials with a dispersion essentially comprising a mercury compound corresponding to the general v in which "Ac denotes a radical of oxalic acid and 3 stands for alkyl, aralkyl, aryl or the radical H H Ae-Hg-O-JJ- in which "Ac denotes a radical of oxalic acid and "R1" stands for alkyl, araibl, aryl or the radical Hall.

7. The process of immunizing seed grain which comprises treating said seed grain with a dispersion essentially comprising an organic mercury compound corresponding to the general formula in which "Ac" denotes hydroxyl or any radical of an acid capable of forming a salt with mercury. R" signifies hydrogen, allqrl, aralkyl or aryl an "111 alkyl, aralkyi, aryl or the radical 8. The process for immunizing seed grain which comprises treating seed grain with a dispersion or an organic mercury compound corresponding 7 to the general formula 9. The process for immunizing seed grain which comprises treating seed grain with a solution of an organic mercury compound corresponding to the general formula in which Ac denotes a radical of oxalic acid and R1 stands for alkyl, aralkyl, aryl or the radical 10. The process for immunizing seed grain which comprises treating said seed min with a dispersion essentially comprising an organic mercury compound corresponding to the general formula wherein "Ac stands for the radical of oxalic acid. FRITZ SCHCBNHGFER.

WILHELM BONRATH. 

